Hydrochloric Acid → Methyl 8-methylsulfonyl-12-acetoxyheptadecanoate

HRID 328766노트

반응식

HRID 328766 반응식
COC([C:5]([S:29]([CH3:32])(=[O:31])=[O:30])([CH2:16][CH2:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=O.[Cl-].[Na+].CS(C)=O.Cl>O>[CH3:32][S:29]([CH:5]([CH2:16][CH2:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])(=[O:30])=[O:31]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 5234Sodium ChlorideHCID 21317603Methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate

생성물 1

HCID 21317665Methyl 8-methylsulfonyl-12-acetoxyheptadecanoate수율 95.7%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
185 °C

실험 절차

A mixture of methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate (36.7 g., 0.077 mole), sodium chloride (4.68 g., 0.08 mole), water (1 ml.) and dimethylsulfoxide (60 ml.) is heated in a bath maintained at 185° C. under nitrogen for 5 hours. The resulting reaction mixture is concentrated in vacuo at 100° C. providing an oily residue which is diluted with water. The aqueous mixture is acidified to Congo Red with 6N hydrochloric acid and extracted with ether. The organic extract is washed with water, dried over magnesium sulfate, filtered and evaporated in vacuo leaving the title compound as a viscous oil (31 g., 95%), pmr (CDCl3) δ2.0 (s, 3H), 2.82 (s, 3H), 3.63 (s, 3H) and 4.9 (b, H).

후처리

  1. temperatureis heated in a bath
  2. customThe resulting reaction mixture
  3. concentrationis concentrated in vacuo at 100° C.
  4. customproviding an oily residue which
  5. extractionextracted with ether
  6. extractionThe organic extract
  7. washis washed with water
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-924867ce4a124a23ae496e98ee8b0c04
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04018802

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